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Title: Synthesis of a Pyridoxine–Peptide Based Delivery System for Nucleotides
Authors: Marchand, Arnaud
Marchand, Damien
Busson, Roger
Marlière, Philippe
Herdewijn, Piet # ×
Issue Date: 2007
Publisher: Verlag Helvetica Chimica Acta
Series Title: Chemistry & biodiversity vol:4 issue:7 pages:1450-1456
Abstract: As a first step in the development of a nucleotide delivery system making use of oligopeptide permease, we have synthesized pyridoxine–peptide–nucleotide conjugates. The nucleotides are bonded on serine residues. The peptides terminate with a pyroglutamate residue. In the first example, the pyridoxine moiety is connected at the end of the peptides, while, in the second example, the pyridoxine
moiety is bonded at an aspartic acid residue in a middle position of the peptide. Nucleotides are introduced as phosphoramidites. The synthetic strategy involves a series of protection, deprotection, and coupling reactions, and integrates peptide, nucleotide, and pyridoxine chemistry. The final deprotection step was carried out in basic conditions using 10% K(2)CO(3) in MeOH.
ISSN: 1612-1872
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Medicinal Chemistry (Rega Institute)
× corresponding author
# (joint) last author

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